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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628919Generated: November 1, 2026

Ammonia → 2-Chloro-6-methoxyquinolin-4-amine

https://huagongshe.com/reaction/628919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethanolHCID 887—
Reactant2,4-Dichloro-6-methoxyquinolineHCID 948356—
Product2-Chloro-6-methoxyquinolin-4-amineHCID 8668993955%

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of 2,4-dichloro-6-methoxyquinoline (5.00 g, 22.0 mmol) in NH3 (g)/MeOH (saturated, 40 mL) was heated to 150° C. for 16 hours in a sealed tube. The solvent was removed in vacuo and the residue was diluted with MeOH (20 mL). The mixture was filtered off and the filtrate was concentrated to give the crude product, which was purified by column chromatography on silica gel (PE/EtOAc=2/1) to give 2-chloro-6-methoxyquinolin-4-amine (7.50 g, yield: 55%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315462B2
Source datasetuspto-grants-2016_04
ORD IDord-efb1cc7cc0c7417d990d6a56e59fc35f
Source noteuspto-grants-2016_04